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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928969Generated: October 31, 2026

Benzyl 4-azido-5-(benzyloxy)-2-((2-chlorophenyl)amino)-3-fluorobenzoate → 4-Amino-2-((2-chlorophenyl)amino)-3-fluoro-5-hydroxybenzoic acid

https://huagongshe.com/reaction/928969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 4-azido-5-(benzyloxy)-2-((2-chlorophenyl)amino)-3-fluorobenzoateHCID 89704804—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4-Amino-2-((2-chlorophenyl)amino)-3-fluoro-5-hydroxybenzoic acidHCID 89704929—

Reaction Steps

To a solution of compound benzyl 4-azido-5-(benzyloxy)-2-((2-chlorophenyl)amino)-3-fluorobenzoate (22.97 g, 45.67 mmol) in MeOH (500 mL) was added and 10% palladium on carbon (3.80 g) under nitrogen atmosphere. Then the nitrogen atmosphere was completely changed to hydrogen atmosphere. The mixture was stirred for 3 h at ambient temperature. After the insoluble matter was filtered off, the solvent was evaporated under reduced pressure to give the desired product, which was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290468B2
Source datasetuspto-grants-2016_03
ORD IDord-34d61e1047a5473283850ab251407c91
Source noteuspto-grants-2016_03